Date: Sat, 13 Jul 2013 11:47:05 -0700 (PDT)
From: Jay
Subject: Cherry Youth
Cherry Youth
By Jay Raymond, July 7th, 2013
My name is Jesse, and I?m a junior at City College. I am considered
a jock since I was on my high school swim team. I?m considered bi, but
lean towards guys. They are just so much easier to have fun with. I?m
5?10, 150 lbs, with dirty blonde hair, and brown eyes. I also like to
surf, and I am a lifeguard during the summer.
Last summer, I had a very stimulating experience with a neighbor boy
named Andy. He was a 17-year-old ginger geek with lots of freckles, and of
course fair skin. He was also skinny, and a few inches shorter than me.
We grew up together, and I was always checking him out because I thought he
was cute. He was friendly, but obviously shy.
Before our special day, we would hang out, and go to miniature
golfing, and skateboard, etc. Once, we were out getting pizza, and a girl
came in who I noticed caught Andy?s eye. He tried to get her attention by
yelling out her name. She didn?t respond at first, so he said again, ?Hi
Wendy.? Finally she turned, and just waved, without saying a word. I
could see Andy was hurt.
So, I asked, ?Who is that??
?Oh, just some girl in my English class I have been trying to be
friends with, but she keeps ignoring me, so I?m giving up on her.?
Well, Andy, don?t let it get you down, she?s obviously not good for
you. There are plenty other girls I?m sure who would be your friend.
Andy replied that he has never had luck with girls, and feel they act
too crazy any way.
Fast forward a month to that unforgettable day in June when we were
in his bedroom. He wanted to show me his latest video game. We started
talking, and he said, ?Jesse, can I ask you a personal question?
I replied, ?Sure.?
Well, it?s about sex. ?What?s it like??
?Wow, I?m pleasantly shocked you asked.
?To be honest, my first sexual experience wasn?t with a girl.?
?Are you serious?!?
?Yes, and I really liked it. I have been with girls too, but I prefer
dudes. So, I hope that doesn?t freak you out.
?I?m just surprised, because you are so popular with chicks.?
?Well, to be honest, I have always thought you were cute, and wondered what
it would be like to have fun with you. So, if you are willing, just say
the word.
Another moment of silence passed, and he looked at me and said, ?Yea, that
would be cool.?
?So, can we expect not to be interrupted for a while??
Andy replied. ?We are safe for hours? With that, I reached over to
start rubbing his thigh. I could feel his cock nicely. He was wearing
boxers under his shorts. We looked into each other?s eyes, and started to
smile.
?So, first thing to teach you is kissing. I want you to close your
eyes, and relax.? Then I started to gently kiss him on the lips. I was
still rubbing his cock, which was growing harder. My tongue pierced through
his lips, and touched the tip of his. Then we just acted natural, letting
ourselves explore each other. Andy was a natural kisser.
I told him to just lie back, and relax. Then I pulled his shorts,
and underwear off. Then I told him to take his shirt off. He was already
barefoot, and I was just wearing swim trunks, and flip flops. My ginger
boy was on his back with a raging boner. So I said, ?Wow! Did you know
you have a cock most guys would kill for??
?No, I don?t since I never really saw another guy?s cock before.?
?Well, trust me dude, you are quite endowed?
Andy said, ?Thanks, glad to know? with a grin. Andy was sporting a
very straight, 8? cut tool, and I couldn?t wait to taste him. And even
though I am a top, I couldn?t help wondering how he would feel inside me.
So, I went down on his rod, working his plump head first, and then slowly
going down his shaft. His shaft wasn?t thick. I stopped to tell him to
just let go with whatever sounds come out. ?Okay, I will.? So, I continued
working him nicely for a few more minutes.
Andy was in full-blown moaning mode, but I still asked, ?How?s that
feeling??
?Fucking awesome!? replied Andy.
Then I told him to pull his knees back. When he did, it lifted his
hips up, and I told him that what I am about to do now is called rimming.
His hole was practically invisible, and totally smooth. I was salivating
just looking at it. I told him this is something girls will want you to do
on their yahoo. Then I went down on him, licking, tickling, teasing, and
trying to penetrate that cherry with the tip of my tongue. I tried to get
it in, by spreading with my fingers, but there was still no success. He
tasted as good as he looked, and I could hear him huffing through his
moans. I started to try to finger him to loosen him up. I worked slowly,
with my index fingertip first until I was finally able to get about quarter
of an inch inside. The anticipation for my cock inside him was high.
Andy?s cock was pointing straight up to his chest.
Then I sat up, and started to stroke his cock, and told him that it?s
time for you to learn how to fuck. ?So, I?m going to show you, and then it
will be your turn, okay?? Now, Andy?s hole was wet, and ready, but my cock
was dry, and I knew Andy didn?t have any lube, so I asked him if he had any
lotion? He pointed to some on his nightstand, and I got a good amount on
my head before putting it to his hole. His legs were still bent back with
his feet facing the ceiling. I told him that it was going to hurt at
first, but he would eventually get used to it, and I would go slowly.
?Okay, I will take it.? With that, I put my wet head to Andy?s virgin
hole, and tried to push it in, but there was still much resistance, so I
pushed harder, and voila! My head was inside. Andy immediately yelled
out, ?Fuck!?
?Just keep breathing deeply,? I said. As I began to ease my 7? cock
inside my boy. I was watching as it slowly disappeared into a hole that
was squeezing my shaft so hard, it felt like he was pulling me into him
with some magnetic power. Eventually, I was all the way inside, and
reached down to kiss Andy. While I was kissing him, I started to flex
inside. I never felt a butthole like this one before. I felt like I could
have exploded right there without even fucking one stroke. After I kissed
him, I asked if he was okay, and he replied that he was. Then I started to
pull back about half way before pushing back into him. My thrusting at
first was deep but short. I was going slow, but sometimes had ramming
thrusts, pushing him into the bed. Each time I did that, I felt I was
going to orgasm, but I was squeezing to hold back the explosion that was
eminent. Andy would grunt when I plowed him hard which turned me on even
more. I asked if he was still okay? And he replied he that he loved it. I
then moved his legs off my shoulders and told him to wrap them around my
ass. I knew I couldn?t fuck him much longer, and began to go faster since
I was already at the point of no return. I was panting too, and told him I
was going to come! Just then, I could feel my explosion shoot into Andy?s
quivering butthole. I pulled back so my head came out, and I was still
shooting, when I rammed back into him as deep as I could to continue
squirting.
Andy?s cock was hard the whole time I was fucking him, and now it was
his turn, so I pulled out, and told him to put the lotion on his cock.
Then I got into the same position as he was in, and showed him how to get
into position. I reached up to guide his cock to my hole, and told him to
push in now. Andy had no problem getting into me even though I rarely get
fucked. My sphincter was simply no match for his 8? jackhammer. I had
dreamed of this day numerous times while jacking, and finally it was
happening. So, I told Andy to go slow, just like I did. ?Okay. You feel
awesome!? said Andy, as he began to push deeper, and deeper inside me.
?I have been wanting to do this for a long time. Now fuck me!? Then
Andy started to plow me. He didn?t pull all the way back. He was so long;
he just buried his shaft into me, and started to pound quickly. He didn?t
let up. He was grunting, and moaning on every stroke.
It didn?t take long before he said, ?I think I am going to cum. A
few more pumps, and I could feel him squirting inside me. I was looking at
his face to see his eyes roll back into his head.
I told him ?Don?t pull out yet, just give me all your cum.? My feet
were pressed against his chest. I reached up to pull his head down to my
chest as I ran my fingers through his hair. I could still feel his cock
inside me as I wrapped my legs around his back. I didn?t want him to pull
out, but all good things must come to an end, and I started to get a cramp,
so I laid my legs down, and Andy came out. We were both breathing heavy.
?Wow! Andy, you are terrific. How did you learn how to fuck like
that??
?I have a good teacher, plus I watch a lot of porn.?
?Well, I can?t think of a better sexual experience I have ever had.
I hope we can hookup again.?
?Hell yea. I want to do this as often as possible. I don?t think I
even want a girl if we could keep doing this.?